The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit
One legend. Many suspects. No head.
Follow your guide on a mysterious 45-minute walk through the historic grounds of Sleepy Hollow’s Philipsburg Manor, where you’ll step into a chilling, live-action colonial whodunit. Along the way, encounter suspicious townsfolk like fiery Hans Van Ripper, charming Katrina Van Tassel, spectral Hulda the Witch, and bold Brom Bones—each with their own tale and motive for causing the demise of Ichabod Crane.
What is that lurking in the shadows? The Headless Horseman himself!
This is no ordinary walking tour—it’s an interactive theatrical journey, perfect for all ages, where you and your group must piece together clues, uncover hidden truths, and decide for yourselves what really happened to Ichabod Crane.
Select Dates Oct 1 – Nov 1
FRIDAYS-SUNDAYS + Columbus Day/Indigenous People’s Day
Fridays > First admission 12pm, last 4:15pm
Saturdays & Sundays >First admission 11am, last 4:15pm
Special Hours
Monday, Oct. 13 > First admission 11am, last 4:15pm
Adults: $30
Seniors & Young Adults: $29
Children: $25
$2.50/ticket surcharge for phone purchase
Refund and Exchange Policy: Timed tickets can be exchanged for another date and time as long as there is availability. All exchange requests must be made by 5pm the day before your visit. There is a $2.50 per ticket exchange fee. More information.
Directions
GPS address for Philipsburg Manor: 381 N Broadway, Sleepy Hollow, NY
GPS address for overflow lot: 100 Continental St., Sleepy Hollow, NY
FAQs
Where can I park?
All parking is in the Philipsburg Manor overflow parking lot. Follow signs and use the GPS address. Parking in the overflow lot is FREE, safe, and secure. Handicapped parking is available in the Philipsburg Manor Visitor Center lot for cars displaying a valid handicapped placard or plate.
Is the event wheelchair accessible?
Visitor Center and Site Access
- Accessible parking is available at the Visitor Center as well as accessible restrooms.
- Access to the historic core is accessible, however visitors should be aware of uneven and unpaved, gravel paths.
How long is the event?
The experience lasts 45 minutes.
Are my tickets exchangeable?
Timed tickets can be exchanged for another date and time as long as there is availability. All exchange requests must be made by 5pm the day before your visit. There is a $2.50 per ticket exchange fee. More information.
Are there restrooms available?
Indoor restrooms are available in the Philipsburg Manor Visitor Center.
What's your weather policy?
The Headless Horseman Files is held rain or shine. If you elect not to attend, your tickets are neither refundable nor exchangeable. In poor weather, ticket holders should consult local weather forecasts for their own area and make their own determination about whether to set out for the evening’s event.
An event may be canceled by Historic Hudson Valley if, in its sole judgment, extreme weather or other conditions could jeopardize the safety of visitors, volunteers, and staff. Generally, rain, snow flurries, or showers would not lead us to cancel, but extremely heavy rain, thunder, and lightning, very strong wind; blizzard conditions, heavy icing, or a prediction of such conditions could force us to do so. If Historic Hudson Valley determines that conditions warrant canceling an event, we will post a message on our website and voicemail and ask local radio stations to make an announcement.
What are the age recommendations?
The Headless Horseman Files is suitable for all ages.